Downtown Lexington Vacation Packages

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Top Holiday Package Deals in Downtown Lexington

Price found within the past 48 hours. Click for updated prices.
Origin Lexington a Wyndham Hotel

Origin Lexington a Wyndham Hotel

3.5 out of 5
Price was CA $1,204, price is now CA $1,075 per person
CA $1,075
per person
Jun 10 - Jun 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Lexington (LEX)
9.4/10 Exceptional! (1,005 reviews)
Clean, trendy rooms with a cozy style.

Reviewed on Apr 17, 2026

21c Museum Hotel Lexington

21c Museum Hotel Lexington

4 out of 5
Downtown Lexington
Price was CA $1,278, price is now CA $1,104 per person
CA $1,104
per person
Jun 10 - Jun 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Lexington (LEX)
8.8/10 Excellent! (1,001 reviews)
This hotel was great! The location is right in the center of the downtown area. They also use phenomenal products in their showers. The body wash, shampoo and conditioner was some of the best I have ever used in a hotel. The valet service was great as well as the front desk staff! 10/10 would recommend to anyone heading to Lexington.

Reviewed on Apr 15, 2026

Montgomery Inn BnB

Montgomery Inn BnB

4 out of 5
Price was CA $1,327, price is now CA $1,147 per person
CA $1,147
per person
Jun 10 - Jun 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Lexington (LEX)
9.4/10 Exceptional! (104 reviews)
With terrible weather, travel issues regarding further travel (1/31/26 )storm , frigid temps, Pam provided a warm and inviting place to stay

Reviewed on Feb 2, 2026

The Manchester

The Manchester

4 out of 5
Distillery District
Price was CA $1,429, price is now CA $1,255 per person
CA $1,255
per person
Jun 10 - Jun 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Lexington (LEX)
9.6/10 Exceptional! (1,232 reviews)
The hotel is absolutely remarkable. The style the feel the food was all great. The staff goes above and beyond to make sure you have an amazing experience. Would highly recommend.

Reviewed on Apr 17, 2026

The Sire Hotel Lexington, Tapestry Collection by Hilton

The Sire Hotel Lexington, Tapestry Collection by Hilton

3.5 out of 5
Downtown Lexington
Price was CA $1,464, price is now CA $1,334 per person
CA $1,334
per person
Jun 10 - Jun 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Lexington (LEX)
9.4/10 Exceptional! (871 reviews)
Comfortable bed, great staff.

Reviewed on Apr 9, 2026

Where to stay in Downtown Lexington

Find the best Downtown Lexington areas and neighborhoods for the activities you enjoy most. Learn more about Downtown Lexington
Northside District

Northside District

5/5(1 area review)

If you're spending some time in Northside District, Lexington Opera House and West Sixth Brewing are top sights worth seeing.

Find hotels in Northside District

Downtown Lexington Hotel Deals

Hyatt Regency Lexington

Hyatt Regency Lexington

3.5 out of 5
401 W High St Lexington KY
Fully refundableReserve now, pay when you stay
The price is CA $197 per night from May 17 to May 18
CA $197
CA $229 total
May 17 - May 18
includes taxes & fees
Hyatt Regency Lexington
21c Museum Hotel Lexington

21c Museum Hotel Lexington

4 out of 5
167 West Main Street Lexington KY
Fully refundableReserve now, pay when you stay
The price is CA $232 per night from Apr 26 to Apr 27
CA $232
CA $276 total
Apr 26 - Apr 27
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
This hotel was great! The location is right in the center of the downtown area. They also use phenomenal products in their showers. The body wash, shampoo and conditioner was some of the best I have ever used in a hotel. The valet service was great as well as the front desk staff! 10/10 would recommend ...

Reviewed on Apr 15, 2026

21c Museum Hotel Lexington
Hilton Lexington/Downtown

Hilton Lexington/Downtown

3.5 out of 5
369 West Vine Street Lexington KY
The price is CA $205 per night from May 17 to May 18
CA $205
CA $238 total
May 17 - May 18
includes taxes & fees
8.4/10 Very Good! (1,001 reviews)
Toilet barely flushe and the room was very dark!!!

Reviewed on Apr 14, 2026

Hilton Lexington/Downtown
See all 873 properties in Downtown Lexington
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Downtown Lexington vacation package cost?
We make it simple to travel somewhere new, with Downtown Lexington vacation packages starting from as little as CA $1,075. You'll have the flexibility to combine your preferred airlines, hotels and car rental. For the ultimate escape, why not add some tours and experiences to your travel itinerary?
How do I get a cheap travel package to Downtown Lexington?
Imagine all the wonderful things you could do in Downtown Lexington with a pile of extra cash in your wallet. Watch your savings stack up when you combine your travel bookings into a Downtown Lexington vacation package. You have plenty of choice when it comes to booking with Expedia too. In fact, you can choose from more than 550 airlines and 1,000,000 hotel options around the world. Whether you're taking a break with the family or embarking on a solo adventure, exploring Downtown Lexington is better with a package.
How far in advance should I book my Downtown Lexington vacation?
It can be hard to know when the best time is to book your Downtown Lexington trip. But typically the earlier you book, the better the prices. Sometimes, you can reserve your flights and hotels up to a year before departure. If you're considering a last-minute getaway, no need to panic! There are fabulous deals featured on Expedia all the time.
What does an Expedia Downtown Lexington travel package include?
With Expedia, you can select a combination of car rentals, hotels and flights to create your ideal Downtown Lexington travel package. Once you've made your booking, you can add on the fun stuff like activities and tours. Don't forget, the more you bundle, the more discounts you'll get!
What should I know before booking a Downtown Lexington travel package?
An Expedia travel package can be tailored to your budget and is a simple way to make your hard-earned dollars stretch further. How much you include is up to you. Hotels, rental cars and flights — choose any combination that suits your style.
Can I choose my airline with a Downtown Lexington Expedia vacation package?
With a vacation package, you're the boss. Whether you'd like to fly to Downtown Lexington in coach or business class, simply select from the available airline options. Expedia has access to more than 550 airline partners globally.
If I'm not able to travel, can I cancel my Downtown Lexington vacation package?
Whether it's your hotel or flight, yes, you can amend or cancel it. Booked your Downtown Lexington vacation package in the last 24 hours? You may be able to make changes at no cost. For older bookings, you may be charged a fee by your hotel, airline or car rental company. For more details, check out our Customer Service Portal. We're here to help you each step of the way.

Things to do

Unique Horse Farm Tours with Insider Access to Private Farms

Unique Horse Farm Tours with Insider Access to Private Farms

CA $81
per adult
90% of travellers recommend
Unique Horse Farm Tours with Insider Access to Private Farms
Lexington: Downtown Walking Food & History Tour

Lexington: Downtown Walking Food & History Tour

CA $137
per adult
Lexington: Downtown Walking Food & History Tour
Bites of the Bluegrass Cocktails & Bites Tour

Bites of the Bluegrass Cocktails & Bites Tour

CA $145
per adult
Bites of the Bluegrass Cocktails & Bites Tour
See all activities in Lexington
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.